BRPI0808548A2 - PERSONAL CARE PRODUCT UNDERSTANDING CYCLODEXTRIN AS A COMPLEXING FRAGRANCE MATERIAL - Google Patents

Description

PERSONAL CARE PRODUCT UNDERSTANDING CYCLODEXTRIN AS A COMPLEXING FRAGRANCE MATERIAL

FIELD OF INVENTION

The present invention relates to personal care products containing cyclodextrin complexing material and a fragrance material complexed therewith.

SUMMARY OF THE INVENTION

The present invention relates to personal care products, including compositions that are applied to the body or clothing, and articles that are worn or applied to the body. Compositions may include, but are not limited to, body sprays, deodorant products (applied to the body and / or clothing (eg by means of a dryer sheet)), detersive products, fabric softeners, skin care, hair care, shaving and shaving preparations and personal care products (for example, bar soaps and liquid body soaps) .— Articles — may include, but are not limited to, handkerchiefs and absorbent articles. Examples of absorbent articles include diapers, feminine hygiene articles, incontinence products and wound covers. The compositions and articles comprise a plurality of particles including a cyclodextrin complexing material and a fragrance material complexed therewith. The particles can be manufactured to offer a high level of complexation efficiency. That is, most of the fragrance binds to the inside of cyclodextrin molecules, so that fragrance perception is minimized before its release. The particles may also have relatively low moisture contents to help minimize the potential for microbial proliferation to occur in the compositions or articles. Particles that have relatively low moisture contents may also have a reduced tendency to agglomerate. The agglomerated particles may cause a grainy or sandy tactile sensation associated with the composition or articles. Since the personal care products of the present invention include body-applied compositions and body-worn articles, a grainy or sandy feel is likely undesirable for a significant number of users.

According to some of the preferred embodiments, a personal care product comprising a body or garment composition or body-worn article and a plurality of particles associated with the composition or an article component is disclosed. wherein at least part of the plurality of particles comprises a cyclodextrin complexing material and a fragrance material, the percentage of the fragrance material that is complexed with cyclodextrin is greater than about 90%, so that the perceived fragrance is minimized prior to release, and the composition does not contain an antiperspirant active. According to another preferred embodiment, there is provided a personal care product comprising a composition that is applied to the body or clothing, or an article applied to the body, and a plurality of 5 particles associated with the composition or an article component. wherein at least part of the plurality of particles comprises a cyclodextrin complexing material and a fragrance material, the plurality of particles being formed using a process 10 comprising an atomization drying step, and the composition being Does not contain an antiperspirant active.

According to yet another preferred embodiment, there is provided a personal care product comprising a composition that is applied to the body or clothing, or an article applied to the body, and a plurality of particles associated with the composition or an article component. wherein the plurality of particles comprises a cyclodextrin complexing material and a fragrance material of which at least one part is complexed with cyclodextrin, the plurality of particles having a moisture content prior to their association with the composition. or to the article component, less than about 20% by weight of the particles, and the composition does not contain an antiperspirant active.

The above personal care products

described may further comprise a second fragrance material which is not complexed with cyclodextrin and which is different from the complexed fragrance. Alternatively, such personal care products may be substantially free of other fragrances, and may be marketed under terms including "unflavoured", "aroma free", "hypoallergenic" and "sensitive".

Preferred embodiments described above explicitly exclude an antiperspirant asset. Other preferred modalities, however, may include this type of asset. According to one of these preferred embodiments, there is provided a personal care product comprising an aqueous carrier material and a plurality of particles disposed in the aqueous carrier material, the plurality of particles comprising a cyclodextrin complexing material and a fragrance material. whereas the percentage of fragrance material that is complexed with cyclodextrin is greater than about 90%, so that fragrance perception is minimized prior to release, and the plurality of particles is coated with a fragrance material. hydrophobic coating to minimize premature release due to the presence of aqueous vehicle material.

According to another of these preferred embodiments, there is provided a personal care product comprising an aqueous carrier material and a plurality of particles disposed in the aqueous carrier material, the plurality of particles comprising cyclodextrin complexing material and a carrier material. wherein the plurality of particles are formed using a process comprising a spray drying step, and the plurality of particles is coated with a hydrophobic coating material to minimize premature release due to the presence of the material. of aqueous vehicle.

According to another preferred embodiment, it is

disclosed is a personal care product comprising a liquid vehicle; an antiperspirant active dispersed in the liquid vehicle; and a plurality of dispersed particles in the liquid carrier, wherein the plurality of particles 10 comprises a cyclodextrin complexing material and a fragrance material, with a percentage of the fragrance material that is complexed with cyclodextrin being greater than about 90%. , so that fragrance perception is minimized prior to release, and the personal care product is in the form of a spray, a ball applicator or an aerosol.

According to yet another preferred embodiment, a personal care product comprising a liquid carrier is disclosed; an antiperspirant active 20 dispersed in the liquid carrier, and a plurality of dispersed particles in the liquid carrier, wherein the plurality of particles comprises a cyclodextrin complexing material and a fragrance material, wherein the plurality of particles are formed using a process. 25 which comprises a spray drying step, and the personal care product being in the form of a spray, a ball applicator, or an aerosol. DETAILED DESCRIPTION FOR THE INVENTION

The present invention may be more readily understood by reference to the following detailed description of illustrative and preferred embodiments. It is to be understood that the scope of the claims is not limited to the specific features, methods, conditions or parameters described herein, and that the terminology used in the present invention is intended to describe specific embodiments by way of example only, and is not intended to limit the claimed invention. In addition, as used in the specification including the appended claims, the singular forms "one", "one" and "o" include the plural, and reference to a specific numerical value includes at least that specific value unless the context clearly determines otherwise. When a range of values is expressed, another embodiment includes from a specific value and / or to another specific value. Similarly, when values are expressed as approximations, using the antecedent "about", it should be understood that the specific value forms another modality. All value ranges are inclusive and combinable.

The personal care products of the present invention comprise a cyclodextrin complexing material and a fragrance material complexed therewith. The 25 personal care products include compositions that are applied to the body or clothing, and articles that are worn or applied to the body. Exemplary compositions contemplated by the present invention include body sprays, deodorant products, detersive products, skin care products, hair care products, shaving or hair removal compositions and personal care products (e.g. personal care bars 5 and liquid body soaps). When personal care products are in the form of a composition, cyclodextrin-fragrance complexes are simply added as one of the ingredients.

When personal care products are in the form of an article, cyclodextrin-fragrance complexes may be used loose between two or more article layers / components and / or adhered to an article layer or component with a suitable adhesive such as a styrene block copolymer. Personal care products may include handkerchiefs and the like. The personal care products of the present invention may also include absorbent articles such as diapers, feminine hygiene articles, incontinence products and wound covers. Absorbent articles typically include a liquid permeable top layer or cover layer, a liquid impermeable bottom layer or liner, and an absorbent core disposed therebetween. Articles may include additional components, such as a transfer layer underlying the upper layer, which both facilitates rapid transfer of fluid from the upper layer to the absorbent core and prevents fluid from leaving the absorbent core upon capture (i.e. prevents "rewinding" or "pressure output"). Examples of topsheet and transfer layers may include nonwovens, fabric sheets and apertured films. Examples of absorbent cores may include wood pulp, hydrogels, absorbent polymers and the like. Examples of lower layers may include a polyolefin film. As noted above, the complexes may reside loose between one or more of these absorbent article components, and / or may be adhered to them by a suitable adhesive.

In some of the preferred embodiments of the present invention, personal care products include a first cyclodextrin complexed fragrance material, and a second uncomplexed fragrance material, which is different from the first fragrance material. This design produces an initial initial aroma expression with a different later or secondary aroma expression upon release of the second fragrance material.

In other preferred embodiments of the present invention, personal care products include a cyclodextrin complexed fragrance material, and are substantially free of any other fragrance material. In these embodiments, an initial aroma expression is limited, preferably to the extent that it actually remains "hidden" to consumers. Accordingly, such personal care products may be marketed using terms such as "unflavoured", "aroma free", "hypoallergenic" and / or "sensitive". An activation mechanism (eg, body fluid flow) or exposure to fluids will release the fragrance to provide an expression that is then perceived by the consumer.

Examples of cyclodextrin complexing material, fragrance material and methods for producing complexes are discussed below. An exemplary embodiment presented herein.

CYCLODEXTRIN COMPLEXING MATERIAL

The personal care products of the present invention include a cyclodextrin complexing material 10 to substantially "conceal" a fragrance material until an activation mechanism such as perspiration, urination or menstruation occurs to "release" the fragrance material. For use in the present invention, the term "cyclodextrin" includes any of the known cyclodextrins as unsubstituted cyclodextrins containing from about six to about twelve glucose units, especially alpha-cyclodextrin, beta-cyclodextrin, gamma-cyclodextrin and / or its derivatives. derivatives, and / or mixtures thereof. For example, the present invention may use cyclodextrins selected from the group consisting of beta-cyclodextrin, hydroxy propyl alpha-cyclodextrin, hydroxy propyl beta-cyclodextrin, methylated alpha-cyclodextrin, methylated beta-cyclodextrin and mixtures thereof. Cyclodextrins may be included in personal care products at contents of at least about 0.1%, at least about 1%, at least about 2% or at least about 3% to about 25%. 25%, about 20%, about 15% or about 10% by weight of the composition or component of the article. Cyclodextrin particles and cyclodextrin complexes comprising a fragrance material may be formed according to various methods. For example, a solvent (eg water), discharged cyclodextrin particles 5 and a fragrance material may be placed in a container and then mixed for a period of time to allow the loading of the fragrance molecules into the "cavities". of cyclodextrin molecules. The mixture may or may not be subjected to further processing, for example by means of a colloid mill and / or homogenizer. The solvent is then substantially removed from the resulting mixture or slurry to produce cyclodextrin complex particles. Different production techniques may, however, confer different particle / complex characterizations, which may or may not be desirable in the personal care product. According to some of the preferred embodiments of the present invention, the particles and / or complexes have a low moisture content prior to their inclusion in the personal care product. For a given volume of cyclodextrin particles (of which at least a portion will be complexed with a fragrance material), it is preferred to have a moisture content of less than about 20%, more preferably a moisture content of less than about 20%. 10% and even more preferably a

25 less than about 6% by weight of the particles prior to including the particle volume in the composition. Other moisture contents may be suitable for personal care products of the present invention and therefore these preferred contents should not be considered in claims that do not specify a moisture content for the cyclodextrin particle / complex.

Spray drying a slurry or cyclodextrin-fragrance complex mixture is a manufacturing technique capable of producing the cyclodextrin particles and cyclodextrin complexes having the aforementioned preferred moisture contents. Table I below provides a comparison between spray dried cyclodextrin complexes versus complexes formed by an extrusion (kneading) process.

Table I: Moisture content with cyclodextrin complex Sample% Moisture Sample A from 4.4 spray drying process Sample B from 3.7 to 4.5 spray drying Sample C from 5.3 spray drying atomization Sample A of the 27,87 extrusion process Sample B of the 27,97 extrusion process Sample C of the 24,00 extrusion process Method I <921> for United States Pharmacopoeia (USP, or United) States Pharmacopeia, current August 1, 2006) is the analytical method for determining the moisture content in the cyclodextrin complex, as shown in Table I. As can be seen in Table 1, the moisture content directly manifested by these two methods. It is dramatically different. It is to be understood that such comparison is not intended to repudiate the kneading / extrusion processes of the appended claims that do not specify a specific complex formation process. Instead, a kneading and extruding method, or another method that forms particles / complexes with higher moisture contents than desired, requires further processing after their initial formation. For example, extruded complexes may require processing by means of an oven or dryer, or exposure to a controlled environment for a period of time.

Without sticking to the theory, it is believed that cyclodextrin particles / complexes that have a relatively high moisture content have a greater tendency to agglomerate. Agglomerated particles may reach a size to the extent that they may be perceived by a consumer; that is, a consumer may characterize the composition as "sandy". A "sandy" antiperspirant composition may not be desirable for some consumers, particularly in solid product forms, wherein the means of application of the antiperspirant is to rub the product against the body. Microbial proliferation is another potential disadvantage associated with the use of relatively high moisture content cyclodextrin particles / complexes in a final composition, depending on the remaining ingredients of the composition and / or storage parameters. The efficiency or level of complexation with a fragrance material is another parameter of cyclodextrin complexes that can vary greatly depending on the production techniques employed. In other words, the percentage of fragrance material that is associated with the interior of a cyclodextrin molecule compared to the percentage of fragrance material that is associated with the exterior of the cyclodextrin complex. Fragrance material that is in the outer region of the complex is essentially free to express itself without the need for an activation mechanism such as perspiration. The likelihood that a consumer will perceive fragrance material before an activation mechanism increases as the free fragrance content increases. Furthermore, the perception of a fragrance material 15 prior to an activation mechanism may not be desired, depending on the overall design of the composition and the desired benefit associated with the use of cyclodextrin complexes. According to at least some of the preferred embodiments, the percentage of fragrance material that is complexed with cyclodextrin is greater than about 75%, in some cases greater than about 90% and in other instances greater than about 95%. %. It should be understood that these fragrance complexation contents are directly associated with the complex formation process itself, and the percentages do not represent a formulation design by adding a first percentage of fragrance material by means of a cyclodextrin complex. followed by the addition of a second percentage of pure fragrance material.

Spray drying a slurry or mixture of cyclodextrin-fragrance complexes is a manufacturing technique capable of producing cyclodextrin complexes with the above mentioned fragrance complexation levels. Table II below provides a comparison of spray dried cyclodextrin complexes versus complexes formed by an extrusion (kneading) process.

Table II: Percentage of fragrance loading in

cyclodextrin complexes Sample Complexation efficiency Sample A of the 96.6 spray drying process Sample B of the 96.8 spray drying process Sample C of the 96.2 spray drying process Sample A of the 60, 77 extrusion process Sample B of the 65.47 extrusion process Sample C of the 67.07 extrusion process It can be seen from Table II that spray drying is capable of producing very little free fragrance cyclodextrin complexes compared to a kneading / extrusion. One skilled in the art will understand that the comparison given in Table II is not intended to repudiate the kneading / extrusion processes of the appended claims that do not specify a specific complex formation process. Instead, additional processing steps may, for example, be required to eliminate the free fragrance associated with extruded complexes prior to their inclusion in a composition.

0 analytical method for determining percentage

Complex fragrance content, as shown in Table II, determines the free fragrance content present in the complex by dissolving a sample in tetrahydrofuran (THF), followed by the addition of an internal standard and analysis by gas capillary chromatography (GC). ). The complexed fragrance content is measured by extracting the same sample in acetone containing an internal standard, followed by GC analysis.

Complexation efficiency =% complexed / [% complexed +% free]

Original Sample Preparation

Internal Standard Stock Solution (ISSS)

Weigh 0,625 g ± 0,05 g of diphenyl oxide in one

tared 100 mL volumetric flask, and make up to volume with acetone (Baker 9254-03, HPLC grade). This is a suggested internal standard, and other materials may serve as substitutes as necessary to avoid chromatographic overlap depending on the specific fragrance to be analyzed. Standards

Select a sufficient number (typically from 10 to 20) of fragrance components to cover 80% or more of the total area of the fragrance chromatogram. A synthetic blend of these components will be the primary standard used for quantitation of fragrance contents. A fragrance sample is used as the secondary standard that makes it possible to correct for the fact that less than 100% of the components are calibrated.

Calibration Solutions for Primary Standard

Primary stock: Weigh 0.1 g (accurate to 0.001 g) of the individual fragrance components to be quantified into a tared 100 mL volumetric flask, and record the weights. Make up to volume with acetone. Pipette 15 3.0 mL of the primary stock into a 50 mL volumetric flask, add 0.50 mL of ISSS for complexed calibration standard and dilute to volume with acetone. Pipette 3.0 mL of the primary stock into a 50 mL volumetric flask, add 0.50 mL of ISSS for pure calibration standard and dilute to volume with THF (Baker 9450-03).

Secondary Fragrance Standard Calibration Solutions

Secondary stock: Weigh 0.5 g (± 0.1 g accurately to 0.0001 g) of the fragrance in a volumetric flask

2 5 of 100 mL tare, and record weight. Make up to volume with total fragrance extraction solution (acetone) and mix well. Pipette 3.0 mL of the secondary stock into a 50 mL volumetric flask, add 0.50 mL of ISSS for complex fragrance pattern and dilute to volume with acetone. Pipette 3.0 mL of the secondary stock into a 50 mL volumetric flask, add 0.50 mL of ISSS for pure fragrance standard and dilute to volume with THF.

Sample Preparation

The ASE solvent extractor used in these analyzes was a Dionex 200. Insert the fiber filter (Dionex # 49458) into an 11 mL cell structure (Dionex, part number 47004) with a termination cap at one end. Push the filter 10 until it reaches the termination cap. Tarar in the balance. Carefully add 1,000 grams (+/- 0.250 grams) of sample to the cell, and record the actual weight. Using a funnel, add sand (MESH 30 to 40, EM Science EM-SX0075-1 or alternate inert material) to fill the cell, place another fiber filter on top and close the cell with a second termination cap. Take care when applying this filter so that it is not above the end of the cell but slightly below so that the filter is inside the cell walls. This is to prevent filter particles from accumulating within the threads of the end caps, which could cause leakage during extraction. Record the cell serial number to match the sample ID. Load cells and their corresponding collection vials 25 (Dionex 48784 60 mL) into the ASE. [Note: For each sample, two collection bottles will be required, one for extraction with THF (pure fragrance) and one for extraction with acetone (complex fragrance). To extract multiple samples, it is recommended that all THF extractions be done prior to acetone extractions due to the temperature difference between the two methods.]

ASE Methods

THF - Fragrance Extraction Pure complexed acetone 0 minute Preheating 0 minute 5 minutes Heating 6 minutes 4 minutes Static 15 minutes 100% Purge 100% 60 seconds Purge 60 seconds 1 Cycles 3 3.4 MPa (500 psi) Pressure 13.8 MPa (2000 psi) O Temperature 0 ° C 0 n 100% THF Solvent 100% Acetone 5

ASE Preparation

Ensure sufficient nitrogen flow by making sure that the pressure for the solvent bottles is at 69 kPa (10 psi), that the system air is at 10 345 kPa (50 psi) and that the compression oven is at 896 kPa (130 psi). Check for adequate nitrogen to complete the run. Typically, 6.9 MPa (1,000 psi) of nitrogen is used to extract 15 samples. Configure the ASE methods above and store each method under a separate number. For example: The THF method may be recorded as number 1, and the acetone method may be recorded as number 2. Verify that there is an adequate volume of both THF and acetone to complete the run. Approximately 30 mL of each solvent is used per sample (note: usage may vary from system to system). With rinse collection bottles and an appropriate volume of THF, rinse the system with THF a few times to prepare the lines and remove any air. With the cells

and their corresponding collection vials identified and in place, the ASE methods are ready to begin.

Post-ASE sample preparation for complexed fragrance (in acetone)

Remove ASE collection vials containing extract

of complexed fragrance. Unscrew the cap from the collection bottle. Add 0.50 mL of ISSS directly to the collection flask with a volumetric pipette. Add approximately

30 mL of acetone. Firmly replace the cap on the collection bottle. Shake well for approximately 30 seconds.

Post-ASE Fragrance Sample Preparation

pure (in THF)

Remove ASE collection vials containing pure fragrance extract. Unscrew the cap from the collection bottle. Add 0.50 mL of ISSS directly to the collection vial,

with a volumetric pipette. Add approximately 30 mL of tetrahydrofuran. Firmly replace the cap on the collection bottle. Shake well for approximately 30 seconds. Appliance criteria (suggested type or supplier)

HP5890 Gas Chromatograph or equivalent equipped with capillary entry system and peak ion integration flame detector

DB-5 column, 30 m x 0.32 mm internal diameter, 1.0 micron casing, J&W Scientific, cat. n ° 123-5033 Conditions for gas chromatography UHP-grade helium trawl gas or regular-grade helium purified by means of a dry tube and an oxygen scrubber. Flow pressure set to 103 kPa (15 psi) with 30 mL / min split flow.

Oven temperature. 50 ° C-250 ° C @ 6 ° C / min, 250 ° C315 ° C @ 70 ° C / min, keep at 315 ° C for 5 minutes Injector temperature: 2500C Detector temperature: 325 ° C

Hydrogen and air flows optimized for use in gas chromatograph

Integration limit 2, peak width 0.04 1 microliter injection: splitless mode

Calculations

% analyte = [(AvRf) (A) (B) x 100] / [CxD], where:

AvRf = Standard Sample Average Response Factor A = Internal Standard Weight Added to Sample Solution

B = Peak area of the analyte in the chromatogram of

sample

C = Internal standard peak area in sample chromatogram

D = Sample weight in grams

100 = Percent conversion factor% complexed or corrected free% in samples = [sum of percentages of all individual fragrance components in sample x 100] / [sum of percentages of all individual fragrance components in secondary pattern]

5th

Cyclodextrin complexes may be coated to minimize premature release / activation. Generally, any material that is capable of resisting water penetration is suitable. The coating material 10 may include, for example, hydrocarbons, waxes, petrolatum, silicones, silicone derivatives, partially or fully esterified sucrose esters and polyglycerol esters. Using petrolatum as an example, a coating process may include combining cyclodextrin complexes with petrolatum at a ratio of about 1: 1, for example, followed by mixing until the complexes are satisfactorily coated.

Another technique for delaying the release or activation of a complexed fragrance as contemplated herein is to combine the fragrance material with an occlusive ingredient such as coconut oil or petrolatum prior to cyclodextrin complexation. In addition, in some cases both the fragrance material and the cyclodextrin-fragrance complex may be coated.

A flavor releasing system can be employed.

in personal care products, the system comprising cyclodextrin complexing material as described above in combination with other complexing or encapsulating materials known to the person skilled in the art. For example, a flavor release system may be employed comprising a combination of cyclodextrin complexing material and one or more additional encapsulating materials. Examples of encapsulation materials include starches, oligosaccharides, polyethylenes, polyamides, polystyrenes, polyisoprenes, polycarbonates, polyesters, polyacrylates, vinyl polymers, silicas and aluminosilicates. Commercially available N-Lok ™ encapsulation materials produced by National Starch, Narlex ™ (ST and ST2), and Capsul E ™ are useful for the present invention. Such materials comprise pregelatinized waxy maize starch and optionally glucose. The starch is modified by the addition of substituted monofunctional groups such as octenyl succinic acid anhydride. Accordingly, the compositions of the present invention may include a pure fragrance material, a cyclodextrin-fragrance complex and fragrance material encapsulated with materials other than cyclodextrin such as those described above. The fragrances of this three-component flavor release system may be the same or different. The combination of different flavor release technologies enables the customization of flavor expression profiles.

It should be understood that the personal care products of the present invention may optionally employ "discharged" cyclodextrin particles to act as an unpleasant odor scavenger. Such optional cyclodextrin particles may or may not have similar properties (or be manufactured using the same techniques) as the complexes described above.

FRAGRANCE MATERIAL

The personal care products of the present invention may employ at least one fragrance material that is complexed with the cyclodextrin complexing material discussed above. For use in the present invention, the term "fragrance material" includes both fragrance materials and odor control materials. That is, the term "fragrance material" includes not only perfumes, which are pleasant-smelling substances that mask or cover unpleasant odors, but also substances that may or may not have a pleasant odor by themselves, but which are capable of improving the perception of odors of the composition or article to which they are associated. Such odor control materials may act, for example, by modifying how certain nasal receptors perceive unpleasant odors or, for example, by acting on the smelly substance through chemical reaction, or complexation, or absorption / adsorption. Therefore, in accordance with the absorbent article embodiments of the present invention, fragrance materials or odor control materials may optimize the perceived odor in the absorbent article before, during and / or after use.

A representative non-limiting list of fragrance materials that may be complexed with cyclodextrin includes anethole, benzaldehyde, decyl aldehyde, benzyl acetate, benzyl alcohol, benzyl formate, isobornyl acetate, camphene, ciscitral ( citronellal, citronellol, citronellil acetate, para-cymene, decanal, dihydrolinalol,

dihydromyrcenol, methylbenzyl carbinyl acetate, dimethyl benzyl carbinyl acetate, dimethyl phenyl carbinol, eucalyptol, helional, geranial, geranyl acetate, geranyl nitrile, cis-3-hexenyl acetate, dihydrocitronellal, dlimonene, linalol, oxide, oxide tetrahydro linalol, alfamethyl ionone, methyl nonyl acetaldehyde, methyl phenyl carbinyl acetate, levo-menthyl acetate, mentone, iso-mentone, mircene, mircenyl acetate, mircenol, nerol, neryl acetate, nonyl acetate, phenylethyl alcohol, phenylacetaldehyde , alpha-pinene, beta-pinene gamma-terpinene, terpineol, alpha-terpinol, beta-terpinol, terpinyl acetate, vertenex (para-tertiary-butyl acetate

cyclohexyl), gamma-methyl-ionone, undecalactone, undecylenic aldehyde, alpha damascona, beta damascona, amyl acetate, lemon oil, orange oil and mixtures thereof.

Additional fragrance or odor control materials suitable for use in some embodiments of the present invention include, but are not limited to, cinnamic hexyl aldehyde, cinnamic alpha-amyl aldehyde, panisaldehyde, cinnamic aldehyde, cuminic aldehyde, pt-butylalpha-methyl dihydrocinamaldehyde, 4-hydroxy-3-methoxy

cinnamaldehyde, 2-phenyl-3- (2-furyl) prop-2-enal, vanillin isobutyrate, ethyl vanillin acetate, vanillin acetate, cyclame aldehyde, heptanal, laurylaldehyde, nonanal, octanal, phenyl propyl aldehyde, vanillin, salicylaldehyde , citral, 2,4-dihydroxy-3-methyl benzaldehyde, 2-hydroxy-4-methyl benzaldehyde, 5-methyl salicylic aldehydes, 4-nitrobenzaldehyde, onitrobenzaldehyde, 5-ethyl-2-thiophene carbaldehyde, 5-methyl-2- thiophenecarboxaldehyde, 2-thiophene carbaldehyde, asaronaldehyde, 5- (hydroxy methyl) -2-furaldehyde, 2-benzofuran carboxaldehyde, 2-benzofuran carboxaldehyde, 4-ethoxy-3-methoxy benzaldehyde, protocatechualdehyde, heliotropin, 2,3,4- trimethoxy

benzaldehyde, 3,4,5-trimethoxy benzaldehyde, 2,8-dithianone-4-3n4-carboxy aldehyde, sorbinaldehyde, 2,4-heptadienal, 2,4-decadienal, 2,4-nonadienal, (E, E) - 2,4-octadien-1-al, 2,4-octadienal, 2,4-dodecadienal, 4-undecadienal, 2,4-tridecadien-1-al, 2-trans-4-cis-7-cis-tridecatrienal ,

piperonylidene propionaldehyde, 2-methyl-3- (2-furyl) acrolein,

2,4-pentadienal, 2-furfurylidene butyraldehyde, 3- (2-furyl) acrolein, pyruvaldehyde, ethanedial, menthol, 3-buten-2-one, 3-methyl-4- (2,6,6-trimethyl-2 -cycloexen-1-yl), 4- (2,6,6-trimethylcyclenen-1-en-1-yl) but-3-en-2-one, 3-buten-2-one, 4- (2 , 6,6-trimethyl-2-cyclohexen-1-yl) -, (E) -, menthyl lactate, isomentyl acetate, isomentyl propionate, isomentyl isobutyrate, camphor, p-menthane, cresol, tetrahydro mircenol, citronellol , citronellyl derivatives, geranyl derivatives, linalyl acetate, mugethanol, eugenol, jasmal, pinanol, cedrene, beta-pinene cineol, nonadienol, ethyl hexanal, octanol acetate, methyl furfural, terpinene, tujene, amyl acetate, benzyl, dihydrocoumarin, dihydromyrenyl acetate, isoamyl acetate, para-cymene, triethyl acetate, para-cresol, ethyl acetate, benzyl benzoate, isopropyl myristate, methyl abietate, ethanol, isopropanol, diethyl sebacate, glycerol, propylene glycol, 1,2-butylene glycol, dipropylene glycol, 2-methyl-2,4-pentane diol, diethylene glycol monoethyl ether, diethyl phthalate, hexyl salicylate, triethyl citrate, benzyl salicylate and mixtures thereof.

It may be desirable to include only a single fragrance material (which may include a combination of perfumes or other aromatic materials) in personal care products, and for such fragrance material 10 to be complexed with cyclodextrin. For these modalities, the intention is for the consumer to initially perceive (or only minimally) the fragrance material. These personal care products may be marketed under the following terms: unflavoured, aroma free, sensitive 15 and / or hypoallergenic. During use, perspiration or other body fluid would release the fragrance material, allowing it to be perceived by the consumer.

On the other hand, it may be desirable to include two or more fragrance materials in the personal care product, with at least one of the fragrance materials being complexed with the cyclodextrin complexing material, and at least one other fragrance material being added. as a pure fragrance to the personal care product. In such embodiments, it is preferred that the complex and pure fragrances be different from each other. Differences may include types (including, for example, chemical makeup) and numbers of perfumes or other aromatic materials employed in individual fragrance materials, concentration content, or both.

Pure or uncomplexed fragrance material may include the aforementioned materials, or may include other perfumes / aromatic materials known to the person skilled in the art of fragrance creation. Typical fragrances are described in Arctander's "Perfume and Flavor Chemicals" (Aroma Chemicals), Volumes I and II (1969) and Arctander's "1Perfiame and Flavor Materials of Natural Origin" (1960). No. 4,322,308, issued to Hooper et al on March 30, 1982, and US Patent No. 4,304,679, issued to Hooper et al., On December 8, 1981, disclose suitable fragrance materials including but not limited to volatile phenolic substances (such as isoamyl salicylate, benzyl salicylate and red thyme oil), essential oils (such as geranium oil, patchouli oil and bitter orange oil), citrus oils, extracts and resins (such as siam benzoin resinoid and opopanax resinoid), "synthetic" oils (such as BergamotTM 37 and BergamotTM 430, Geraniiom TM 20 76 and Pomeransol TM 314), aldehydes and ketones (such as B-methyl naphthyl ketone, pt-butyl aldehyde -A-methyl hydrokinamic and p-tamyl cyclohexanone) cyclic (such as coumarin and beta-naphthyl methyl ether), esters (such as diethyl phthalate, phenylethyl phenyl acetate and 1: 4 nonanolide).

examples

The following examples describe and demonstrate in more detail embodiments within the scope of the present invention. The examples are provided for illustration purposes only and should not be construed as a limitation of the present invention since many variations thereof are possible without departing from the character and scope of the invention.

Example 1: Deodorant Stick Ingredient Example 1,% by weight Dipropylene glycol Sufficient amount Propylene glycol 17, 80 Water 21, 70 Sodium stearate 5.50 Cyclodextrin-1.25 spray spray-coated EDTA tetrasodium complex 0.50 PPG-3 myristyl ether 0.04 Pure perfume 3.00 5

Example 1 may be produced as follows: Petrolate-coated cyclodextrin-fragrance complexes are prepared by combining with petrolatum of spray-dried complex particles (e.g., 10 Super White Protopet, produced by Witco) at a ratio of 1: 1 in a Hamilton Beach coffee grinder with custom grinding grades (model 803 65). Start the grinder at the highest speed and mix until the petrolatum has completely coated the spray dried cyclodextrin15 fragrance complex particles. The mixture may have a paste-like consistency. In a suitable container combine all solvents (propylene glycol, dipropylene glycol, water), gelling agents (sodium stearate, Witconol APM) and tetrasodium EDTA and then heat to 80 ° C under mixing. Then add the petrolatum-coated complex paste and mix. Cool the mixture to 70 ° C and then add the pure perfume. Cool the mixture to 65 ° C and pour into deodorant tubes.

Examples 2 and 3: Personal Care Bar Soap

Ingredient Example 2 -% by Example 3 -% by weight weight Soap 80.15 63.26 Free fatty acid 5.00 4.29 Water 10.69 7.50 Sodium Chloride 1.11 0.90 Titanium Dioxide 0.25 0.25 Complex 2.00 2.00 Spray-dried cyclodextrinfragrance Pure perfume 0.80 0.80 Potassium alkyl sulfate Lauret-3 sulfate 3.00 Sodium 7.5.50 magnesium silicate Miscellaneous 0.50 Examples 2 and 3 can be produced as follows: mixing the complexed fragrance and pure perfume with dry soap spaghetti in an amalgamator.

Process the material, for example by grinding in a 3-roller soap mill to obtain a homogeneous mixture of perfume and soap flakes. The material is then processed in a soap machine and stamped on a bar of soap.

Example 4: Aerosol Antiperspirant Ingredient Example 4 -% by weight Aluminum hydrochloride 12.00 Cyclopentasiloxane 17.45 Dimethicone 2.01 Cyclodextrin-3.00 complex spray-dried fragrance Isopropyl myristate 4.00 Quaternium-18 hectorite 1, Propylene Carbonate 0.33 n-Butane A-17 Sufficient Quantity Hydrofluorocarbon 20.29 Pure Perfume 0.50 The present invention includes antiperspirant and / or deodorant compositions as shown by Example 1, above. A broader discussion 5 of antiperspirant / deodorant compositions according to the present invention is presented. Such compositions typically comprise a liquid carrier material. Suitable liquid carriers include, but are not limited to, any volatile or non-volatile, polar or non-polar, silicone-containing organic liquid carriers which are topically safe and effective. The liquid carrier is preferably liquid under ambient conditions, and may include one or more liquid carrier materials, provided that such combination of materials is in liquid form under ambient conditions. Depending on the type of shape of the desired product, the liquid carrier concentrations in the compositions will typically be in the range of about 10%, or about

30%, about 90%, or about 75%, by weight of the composition. Antiperspirant / deodorant compositions may be formulated as an aqueous or anhydrous composition. Aqueous compositions may comprise from about 10%, or about 15% water, by weight of the composition, to about 75%, about 60%, or to about 50% water, by weight of the composition. . Anhydrous compositions may comprise less than about 10%, less than about 3%, less than about 1%, or zero percent water by weight of the composition.

Antiperspirant / deodorant compositions typically also include an active. By way of example only, antiperspirant actives may include astringent metal salts, especially inorganic and organic salts of aluminum, zirconium and zinc, as well as mixtures thereof. A representative and non-limiting list of suitable deodorant actives include ethylenediamine tetraacetic acid, cetyl trimethyl ammonium bromide, cetylpyridinium chloride, benzethonium chloride, diisobutyl phenoxy ethoxy ethyl dimethyl benzyl ammonium, N-lauryl sarcosine sodium, N-palmethyl sarcosine sodium, lauroyl sarcosine, Nmiristoyl glycine, potassium N-lauryl sarcosine, trimethyl ammonium chloride, sodium aluminum hydrochloride, triethyl citrate, tricethyl methyl ammonium chloride, 2,4,4'-trichloro-2'-hydroxy ether diphenyl (triclosan), 3,4,4'trichloro carbanilide (trichloro carban), L-lysine hexadecyl amide, zinc pyrithione, zinc phenolsulfate, farnesol and mixtures thereof.

Antiperspirant / Deodorant Compositions

Exemplary compositions also include thickening agents to help impart to the composition the desired viscosity, rheology, texture and / or hardness characteristics of the product, or to otherwise help suspend any dispersing solids or liquids in the composition. The term "thickening agent" may include any known or otherwise effective material to provide the composition with suspending, gelling, viscosifying, solidifying or thickening properties or otherwise providing structure to the final product form. Such thickening agents may include gelling agents, polymeric or non-polymeric agents, inorganic thickening agents or viscosifying agents. The thickening agents may include organic solids, silicone solids, crystalline or other gelling agents, inorganic particulates such as clays or silicas, or combinations thereof. The concentration and type of thickening agent selected for use in the antiperspirant / deodorant composition will vary depending upon the desired product form, viscosity and hardness. Suitable thickening agents for use in the present invention may have a concentration in the range of at least about 0.1%, at least about 3% or at least about 5% but not more than about 35%. no more than about 20%, or no more than about 10%, by weight of the composition. Non-limiting examples of suitable gelling agents include fatty acid-based gelling, fatty acid salts, hydroxy acids, hydroxy-based gelling agents, fatty acid-based fatty acid esters and amides, cholesterolic materials, dibenzylidene alditols, lanolinolic materials, fatty alcohols, triglycerides, sucrose esters such as SEFA beenate, inorganic materials such as clays or silicas, other amide or polyamide gelling agents, and mixtures thereof.

5 Antiperspirant / deodorant compositions may be

further comprising one or more optional components which may modify the physical or chemical characteristics of the compositions, or serve as additional "active" components when deposited on the skin. Of course these optional components may be included provided they are physically and chemically otherwise not unduly impair product stability, aesthetics or performance Some non-limiting examples of such optional materials include, but are not limited to, pH buffering agents, unpleasant odor control agents, fragrance materials, emollients, wetting agents, softening agents, dyes and pigments, medicaments, sodium bicarbonate and related materials, preservatives and softening agents such as aloe vera, allantoin, d-panthenol, pantothenic acid derivatives (for example, those given in No. 6,495,149), avocado oil and other vegetable oils, and lichen extract .

Antiperspirant / deodorant compositions may be produced in various forms including, for example, solids, soft solids, sprays, ball applicator and aerosol. Aerosol products use a propellant in the composition. Examples of propellants include dimethyl ether, carbon dioxide, nitrous oxide, 1,1 difluoroethane, I, I, I, 2 tetrafluoroethane, butane, isobutane, pentane, isopentane, propane and mixtures thereof.

The dimensions and values disclosed herein are not to be construed as being strictly limited to the exact numerical values described. Instead, unless otherwise specified, each of these dimensions is intended to mean both the declared value and a functionally equivalent range of values around that value. For example, a dimension presented as "40 mm" is intended to mean "about 40 mm." All documents cited in the detailed description section of the invention are incorporated herein by reference in their relevant part. should not be construed as assuming that it represents prior art with respect to the present invention.If there is a conflict between any meaning or definition of a term mentioned herein and the meaning or definition of that term in a document incorporated by reference, the meaning or definition given to the term mentioned herein will take precedence. While specific embodiments of the present invention have been illustrated and described, it should be obvious to those skilled in the art that various other changes and modifications may be made without departing from the character and Therefore, it is intended to cover in the claims attached all such changes and modifications that fall within the scope of the present invention.

Claims (8)

1. Personal care product, characterized in that it comprises: (a) an article applied to the body; (b) a plurality of particles associated with a component of the article, the plurality of particles comprising a cyclodextrin complexing material and a first fragrance material of which at least part is complexed with cyclodextrin, and the plurality of particles has a moisture content, prior to its association with the article component, of less than about 20% by weight of the particles; and (c) a second fragrance material that is not complexed with cyclodextrin, and which is different from the first fragrance material. Personal care product according to claim 1, characterized in that the plurality of particles has a moisture content, prior to their association with the article component, of less than about 10% by weight of the plurality of particles. particles. Personal care product according to claim 1, characterized in that the plurality of particles has a moisture content, prior to their association with the article component, of less than about 6% by weight of the plurality of particles. particles. Personal care product according to any of the preceding claims, characterized in that it is an absorbent article. Personal care product according to claim 4, characterized in that the absorbent article is selected from the group consisting of diapers, feminine hygiene articles, incontinence products and wound covers. Personal care product according to any of the preceding claims, characterized in that the percentage of the first fragrance material that is complexed with cyclodextrin is greater than about 90%, so that the first fragrance is perceived to be minimized before release. Personal care product according to any of the preceding claims, characterized in that the percentage of fragrance material that is complexed with cyclodextrin is greater than about 95%. Personal care product according to any of the preceding claims, characterized in that the plurality of particles are formed by the use of a process comprising a spray drying step.